2-Bromo-4'-(trifluoromethyl)acetophenone → Methyl 3-[4-(4-trifluoromethylphenyl)-2-thiazolyl]benzoate

HRID 1264943Notes

Reaction equation

HRID 1264943 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7]([O:9][CH3:10])=[O:8])(=[S:3])[NH2:2].[F:14][C:15]([F:27])([F:26])[C:16]1[CH:25]=[CH:24][C:19]([C:20](=O)[CH2:21]Br)=[CH:18][CH:17]=1>>[F:14][C:15]([F:26])([F:27])[C:16]1[CH:17]=[CH:18][C:19]([C:20]2[N:2]=[C:1]([C:4]3[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=3)[C:7]([O:9][CH3:10])=[O:8])[S:3][CH:21]=2)=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 3219792-Bromo-4'-(trifluoromethyl)acetophenoneHCID 23279244Methyl 3-carbamothioylbenzoate

Product 1

HCID 18613836Methyl 3-[4-(4-trifluoromethylphenyl)-2-thiazolyl]benzoateYield 74%

Procedure

In the same manner as in Example 28, methyl 3-thiocarbamoylbenzoate was reacted with 4-trifluoromethylphenacyl bromide to obtain methyl 3-[4-(4- trifluoromethylphenyl)-2-thiazolyl]benzoate. The product was recrystallized from ethanol. Yield: 74%. Colorless prisms. Melting point: 142 to 143° C.

Sources & evidence

ORD record
ord-db1c9f8b586c4246907109b6df682cfd
Source dataset
uspto-grants-2003_04
Patent number
US06545009B1

Reaction notes

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